EP0154837B1 - Cosmetic emulsion and method for making the same - Google Patents
Cosmetic emulsion and method for making the same Download PDFInfo
- Publication number
- EP0154837B1 EP0154837B1 EP85101708A EP85101708A EP0154837B1 EP 0154837 B1 EP0154837 B1 EP 0154837B1 EP 85101708 A EP85101708 A EP 85101708A EP 85101708 A EP85101708 A EP 85101708A EP 0154837 B1 EP0154837 B1 EP 0154837B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- integer
- emulsion
- ethyl alcohol
- oil
- aqueous solution
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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- 239000008271 cosmetic emulsion Substances 0.000 title claims description 26
- 238000000034 method Methods 0.000 title claims description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 60
- 235000019441 ethanol Nutrition 0.000 claims description 34
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 25
- 239000000203 mixture Substances 0.000 claims description 20
- -1 polysiloxane Polymers 0.000 claims description 18
- 239000003995 emulsifying agent Substances 0.000 claims description 15
- 239000007864 aqueous solution Substances 0.000 claims description 14
- 239000004094 surface-active agent Substances 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 229920001577 copolymer Polymers 0.000 claims description 9
- 229920006395 saturated elastomer Polymers 0.000 claims description 6
- 238000013019 agitation Methods 0.000 claims description 4
- 238000010586 diagram Methods 0.000 claims description 4
- 239000007764 o/w emulsion Substances 0.000 claims description 4
- 229920001296 polysiloxane Polymers 0.000 claims description 4
- 239000000839 emulsion Substances 0.000 description 25
- 239000003921 oil Substances 0.000 description 24
- 235000019198 oils Nutrition 0.000 description 23
- 239000012071 phase Substances 0.000 description 13
- 238000004945 emulsification Methods 0.000 description 9
- 239000002245 particle Substances 0.000 description 9
- 229920002545 silicone oil Polymers 0.000 description 8
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 6
- 239000008346 aqueous phase Substances 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 239000000194 fatty acid Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 239000006210 lotion Substances 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- HOVAGTYPODGVJG-UVSYOFPXSA-N (3s,5r)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol Chemical compound COC1OC(CO)[C@@H](O)C(O)[C@H]1O HOVAGTYPODGVJG-UVSYOFPXSA-N 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000001804 emulsifying effect Effects 0.000 description 2
- 239000010408 film Substances 0.000 description 2
- HOVAGTYPODGVJG-UHFFFAOYSA-N methyl beta-galactoside Natural products COC1OC(CO)C(O)C(O)C1O HOVAGTYPODGVJG-UHFFFAOYSA-N 0.000 description 2
- 235000013336 milk Nutrition 0.000 description 2
- 239000008267 milk Substances 0.000 description 2
- 210000004080 milk Anatomy 0.000 description 2
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 2
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 description 1
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- DSEKYWAQQVUQTP-XEWMWGOFSA-N (2r,4r,4as,6as,6as,6br,8ar,12ar,14as,14bs)-2-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1h-picen-3-one Chemical compound C([C@H]1[C@]2(C)CC[C@@]34C)C(C)(C)CC[C@]1(C)CC[C@]2(C)[C@H]4CC[C@@]1(C)[C@H]3C[C@@H](O)C(=O)[C@@H]1C DSEKYWAQQVUQTP-XEWMWGOFSA-N 0.000 description 1
- 229940058015 1,3-butylene glycol Drugs 0.000 description 1
- BGRXBNZMPMGLQI-UHFFFAOYSA-N 2-octyldodecyl tetradecanoate Chemical compound CCCCCCCCCCCCCC(=O)OCC(CCCCCCCC)CCCCCCCCCC BGRXBNZMPMGLQI-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241000772415 Neovison vison Species 0.000 description 1
- ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 description 1
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 229940121363 anti-inflammatory agent Drugs 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 235000019437 butane-1,3-diol Nutrition 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 238000004581 coalescence Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 229940113120 dipropylene glycol Drugs 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 239000010696 ester oil Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 210000000245 forearm Anatomy 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229940119170 jojoba wax Drugs 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- VQHSOMBJVWLPSR-WUJBLJFYSA-N maltitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O VQHSOMBJVWLPSR-WUJBLJFYSA-N 0.000 description 1
- 239000000845 maltitol Substances 0.000 description 1
- 235000010449 maltitol Nutrition 0.000 description 1
- 229940035436 maltitol Drugs 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000004530 micro-emulsion Substances 0.000 description 1
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 1
- 229940073665 octyldodecyl myristate Drugs 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000010773 plant oil Substances 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229960004063 propylene glycol Drugs 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 230000037075 skin appearance Effects 0.000 description 1
- 229940045920 sodium pyrrolidone carboxylate Drugs 0.000 description 1
- HYRLWUFWDYFEES-UHFFFAOYSA-M sodium;2-oxopyrrolidine-1-carboxylate Chemical compound [Na+].[O-]C(=O)N1CCCC1=O HYRLWUFWDYFEES-UHFFFAOYSA-M 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000010356 sorbitol Nutrition 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 230000004936 stimulating effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Images
Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
- A61K8/062—Oil-in-water emulsions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/342—Alcohols having more than seven atoms in an unbroken chain
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
- A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
Definitions
- This invention relates to stable, low viscosity cosmetic emulsions which have the skin refreshed upon application thereof without becoming sticky after the application and which have appropriate moisture retentivity.
- the invention also relates to a method for making such emulsions.
- cosmetic emulsions consist of water, oils and emulsifiers and, when applied to the skin, they form an oil film on the surface of the skin. By the coverage with the oil film, a percutaneous water loss is so suppressed that moisture in the horny layer is appropriately retained.
- the moisture-retentive effect depends on the type and amount of the oil, and thus the type and amount of the oil are suitably controlled according to the purposes.
- EP-A-0076146 describes skin conditioning compositions which comprise an emulsion of volatile, water-insoluble liquid; glycerine; a polydiorganosiloxane-polyoxyalkylene copolymer; a surfactant which will emulsify the above named water-insoluble components; and water.
- US-A-4311695 discloses water-in-oil type emulsions, wherein the water phase comprises a water-soluble alcohol and the oil phase comprises a methyl siloxane fluid.
- GB-A-2064363 discloses silicone-water emulsions of volatile cyclic polysiloxanes which are suitable as vehicles for the application of epidermal enhancing agents including cosmetics and medical and pharmaceutical compounds.
- silicone oil The polysiloxane of the general formula (II), (III) or (IV) indicated hereinafter (hereinafter referred to silicone oil) is able to form a uniform thin film on the skin and is suitable as an oil imparting the stickiness-free smoothness to the touch.
- silicone oil is rather poor in compatibility with ordinary surface active agents and other oils and has very poor ability of being emulsified, which makes it very difficult to obtain uniform, fine emulsions.
- the cosmetic system is preferred to contain ethyl alcohol.
- ethyl alcohol In general, addition of ethyl alcohol results in a considerable lowering of emulsion stability of the system.
- the emulsion system having such properties as described above should satisfy the following requirements: ethyl alcohol is contained in an aqueous phase; an oil being emulsified is mainly composed of silicone oil and is contained in small amounts; and the system is low in viscosity and has emulsified particles which are fine and uniform in size.
- known emulsification techniques cannot satisfy all the above requirements at the same time.
- the present inventors have made intensive studies to obtain cosmetic emulsions for which the objects of the invention can be achieved.
- a mixture of a specific type of dimethylpolysiloxane-polyoxyalkylene copolymer, a surface active agent having an HLB value not smaller than 10, and a linear, saturated higher alcohol having from 12 to 22 carbon atoms is used as an emulsifier, to which an aqueous phase comprising ethyl alcohol in a predetermined concentration is added under agitation in a predetermined range of temperature thereby forming one phase region of a gel or a highly viscous liquid, there can be obtained an emulsion with a low viscosity which is fine, uniform and stable and which contains the silicone oil as the main component.
- the emulsion composition satisfies the requirements for the cosmetic emulsion.
- the present invention is based on the above finding.
- a cosmetic emulsion which comprises:
- Another feature of the invention resides in provision of a method of making the cosmetic emulsion.
- the sole figure is a ternary composition diagram showing relative ratios of dimethylpolysiloxane-polyoxyalkylene copolymer, a surface active agent having an HLB value not smaller than 10, and a linear, saturated higher alcohol having 12 to 22 carbon atoms, which constitute an emulsifier of a cosmetic emulsion of the invention.
- the dimethylpolysiloxane-polyoxyalkylene copolymer of (1) which is one component of the emulsifier (a) of the cosmetic emulsion according to the invention, should preferably have a cloud point, as an aqueous solution thereof, of 25 to 40°C. If the cloud point of the aqueous solution exceeds 45°C, one phase emulsion cannot be formed during the emulsification and the emulsified particles of the emulsion become coarse. On the other hand, when the cloud point is lower than 20°C, it does by no means serve as a surface active agent and thus no emulsification proceeds.
- the surface active agent (2) are those agents having an HLB value not smaller than 10, which may be used singly or in combination.
- surface active agents having an HLB value of from 11 to 16 are preferred.
- Specific examples of the surface active agents include polyoxyethylene alkyl ethers, polyoxyethylene and fatty acid esters, fatty acid esters of polyoxyethylene and sorbitan, fatty acid esters of polyoxyethylene and glycerine, polyoxyethylene hardened castor oils, polyglycerine and fatty acid esters, sucrose and fatty acid esters.
- the linear, saturated higher alcohols (3) have from 12 to 22 carbon atoms, preferably 14 to 18 carbon atoms.
- the action of stabilizing a material being emulsified lowers to a substantial extent with offensive odor.
- the number of carbon atoms exceeds 22, there is the tendency toward crystallization as time passes.
- the emulsifier which is component (a) has relative ratios of (1), (2) and (3) within a polygon (including each side thereof) bounded by the points A(25: 73: 2), B(25: 55: 20), C(70: 10: 20) and D(88: 10: 2) of the ternary composition diagram of the sole figure.
- the emulsifier is used in an amount of 0.2 to 5 wt% (hereinafter referred to simply as %) of the cosmetic emulsion and preferably in an amount of 0.4 to 3%. Outside the range, the emulsification does not proceed satisfactorily.
- the oil component (b) contains 90% or more of at least one silicone oil represented by the general formula (II), (III) or (IV).
- silicone oils there may be used hydrocarbons such as liquid paraffin, paraffin wax, ceresin and squalane, natural animal and plant oils such as olive oil, jojoba oil and mink oil, and synthetic ester oils such as octyldodecyl myristate. These oils are used in an amount of 0.5 to 10%, preferably 1 to 5%, of the cosmetic emulsion. Over 10%, oiliness is unfavorably strengthened.
- the aqueous phase (c) should have a ratio by weight of ethyl alcohol and water in the range of 50/50 to 2/98.
- the ratio is preferably in the range of 30/70 to 5/95.
- the ethyl alcohol/water ratio exceeds 50/50, the emulsification becomes unstable and the resulting emulsion is more stimulative against the skin. If, on the contrary, the ratio of ethyl alcohol/water is smaller than 2/98, refreshness does not appear.
- the aqueous phase may further comprise humectants such as glycerin, sorbitol, maltitol propylene glycol, dipropylene glycol, 1,3-butylene glycol, sodium pyrrolidonecarboxylate, polyoxyethylene methylglucoside, polyoxypropylene methylglucoside and glucose, amino acids such as glycine, serine and proline, and medical agents such as antiinflammatory agents, bactericides and vitamins.
- the aqueous phase is used in an amount of 85 to 99.3%, preferably 92 to 98.6%, of the cosmetic emulsion.
- the cosmetic emulsion of the invention is preferred to be low in viscosity and has generally a viscosity of below 100 mPa ⁇ s (cP) at 25°C, preferably below 20 mPa ⁇ s (cP). Over 100 mPa ⁇ s (cP), the resulting emulsion is felt sticky upon application thereof.
- the cosmetic emulsion of the invention is prepared by the procedure which comprises adding an ethyl alcohol aqueous solution, which has an ethyl alcohol/water ratio by weight of 20/80 to 70/30, to a mixture of (a) 0.2 to 5 parts by weight of an emulsifier and (b) 0.5 to 10 parts by weight of an oil under agitation at a temperature of from 20 to 45°C to produce an o/w emulsion, and, if necessary, further adding water or an ethyl alcohol aqueous solution to give an intended composition.
- ethyl alcohol aqueous solution having an ethyl alcohol/water ratio by weight of 20/80 to 70/30, preferably 30/70 to 60/40 is added in an amount of 0.5 to 5 times by weight the mixture of (a) and (b), a gel-like or highly viscous liquid one phase product is produced. Further addition of ethyl alcohol results in an o/w emulsion. If necessary, water or an ethyl alcohol aqueous solution is so added that the ratio by weight of ethyl alcohol/water is in the range of 50/50 to 2/98. The finally added water or ethyl alcohol aqueous solution should preferably be controlled at a temperature of from 5 to 45°C.
- One of features of the invention resides in that one phase region is formed by emulsification using a high content of ethanol, through which region uniform and fine emulsified particles are obtained.
- the fact that fine emulsified particles are obtained through the one phase region during the course of the emulsification is known per se with regard to ordinary oil/emulsifier/water systems and oil/emulsifier/water/dihydric alcohol systems ("Journal of Chemical Society of Japan, 10, 1399 (1983), by Sagitani).
- the method for making cosmetic emulsions according to the invention is different from these known methods in that one phase region is formed under conditions of a high ethyl alcohol concentration in the system comprising an oil chiefly made of silicone oil, thereby obtaining a stable, low viscosity emulsion composition comprising fine, uniform emulsified particles.
- a high ethyl alcohol concentration in the system comprising an oil chiefly made of silicone oil, thereby obtaining a stable, low viscosity emulsion composition comprising fine, uniform emulsified particles.
- Japanese Laid-open Patent Application No. 58-131910 that polydiorganosiloxane-polyoxyalkylene copolymers are effective for emulsifying silicone oils.
- the present invention is also different from this prior art in that the emulsifier useful in the present invention consists of dimethylpolysiloxane-polyoxyalkylene copolymer, a surface active agent having an HLB value not smaller than 10, and a linear, saturated higher alcohol having from 12 to 22 carbon atoms in specific ratios, that an aqueous solution of the dimethylpolysiloxane-polyoxyalkylene copolymer has such a low cloud point of from 20 to 45°C that it does not serve as an emulsifier under ordinary emulsifying conditions, but shows good performance as the emulsifier by defining the content of ethyl alcohol and the emulsification temperature in certain ranges, respectively.
- Emulsion compositions of the formulations indicated in Table 3 were prepared to check the emulsion stability and viscosity. The results are shown in Table 4. The preparation of each emulsion was made in the same manner as in Example 1.
- Example 5 Five samples, in total, including the cosmetic emulsions A obtained in Example 1 and the cosmetic emulsion I of Example 2, both of which were the products of the invention, and the comparative emulsions J, K and O of Example 2 were organoleptically evaluated by 10 expert panelers with regard to the feelings to the touch. The results are shown in Table 5 below.
- the products of the invention are better in refreshness, less in stickiness and oiliness, and better in affinity for skin and appearance than the comparative products.
- Emulsion compositions P, Q of the invention having formulations indicated in Table 6, a comparative product R free of any oils, and commercially sold lotion S were each applied onto the flexor side of the forearm of men, followed by measurement of a skin conductance.
- the skin conductance corresponds to a content of water in the epidermic corneum, meaning a greater amount of water at a higher conductance value.
- the measurement was effected using a high frequency impedance meter (Capacitance-conductance Meter Model 354, by IBS Co., Ltd.). The results are shown in Table 7 below.
- the comparative product R was a transparent liquid, not an emulsion.
- the cosmetic emulsions of the invention show a higher skin moisture-retentive effect than the comparative product R and the commercial lotion.
- Example 1 The cosmetic emulsion A obtained in Example 1 which is a product of the invention was used but prepare in different manners to determine the state and stability of the resulting emulsions.
- the preparatory procedures are summarized in Table 8 with the results shown in Table 9 below.
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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Chemical & Material Sciences (AREA)
- Dermatology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Dispersion Chemistry (AREA)
- Emergency Medicine (AREA)
- Cosmetics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP50547/84 | 1984-03-16 | ||
JP59050547A JPS60197610A (ja) | 1984-03-16 | 1984-03-16 | 乳化化粧料およびその製造法 |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0154837A2 EP0154837A2 (en) | 1985-09-18 |
EP0154837A3 EP0154837A3 (en) | 1987-05-06 |
EP0154837B1 true EP0154837B1 (en) | 1992-08-05 |
Family
ID=12862032
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP85101708A Expired - Lifetime EP0154837B1 (en) | 1984-03-16 | 1985-02-15 | Cosmetic emulsion and method for making the same |
Country Status (10)
Country | Link |
---|---|
US (1) | US4675179A (sv) |
EP (1) | EP0154837B1 (sv) |
JP (1) | JPS60197610A (sv) |
KR (1) | KR910003553B1 (sv) |
DE (2) | DE3586436D1 (sv) |
ES (1) | ES8705220A1 (sv) |
HK (1) | HK109193A (sv) |
MX (1) | MX161337A (sv) |
MY (1) | MY100353A (sv) |
PH (1) | PH21380A (sv) |
Families Citing this family (29)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
USRE34584E (en) | 1984-11-09 | 1994-04-12 | The Procter & Gamble Company | Shampoo compositions |
JPH0678217B2 (ja) * | 1986-09-18 | 1994-10-05 | 花王株式会社 | 乳化型毛髪化粧料 |
CA1328813C (en) * | 1986-11-06 | 1994-04-26 | Hiroshi Tanaka | Skin irritation alleviation agent and composition thereof |
US5066485A (en) * | 1987-02-06 | 1991-11-19 | Revlon, Inc. | Cosmetic compositions comprising oil-in-water emulsion containing pigment |
JP2622980B2 (ja) * | 1987-02-06 | 1997-06-25 | レブロン・コンシューマー・プロダクツ・コーポレーション | 顔料を含有する水中油型エマルションから成る化粧用組成物 |
JPS63250311A (ja) * | 1987-04-06 | 1988-10-18 | Kao Corp | 油中水型化粧料 |
GB8714658D0 (en) * | 1987-06-23 | 1987-07-29 | Boots Co Plc | Cosmetic composition |
JP2691729B2 (ja) * | 1987-06-23 | 1997-12-17 | 株式会社資生堂 | 固型状油中水型乳化化粧料 |
US4835002A (en) * | 1987-07-10 | 1989-05-30 | Wolf Peter A | Microemulsions of oil in water and alcohol |
JPH01155982A (ja) * | 1987-12-11 | 1989-06-19 | Agency Of Ind Science & Technol | 管内の閉塞物除去装置 |
US5036108A (en) * | 1988-12-14 | 1991-07-30 | Kao Corporation | Water-in-oil emulsion cosmetic |
DE69020211T2 (de) * | 1989-04-05 | 1995-11-02 | Kao Corp | Kosmetische Doppelemulsionszusammensetzung. |
GB8914905D0 (en) * | 1989-06-29 | 1989-08-23 | Unilever Plc | Cosmetic composition |
US5439677A (en) * | 1989-07-24 | 1995-08-08 | The Dial Corp. | Compositions and methods for treating hair using a mixture of polysiloxanes |
FR2676921B1 (fr) * | 1991-05-27 | 1995-04-14 | Oreal | Emulsion stable du type huile-dans-eau a base d'huile de silicone et son utilisation en cosmetique et en dermatologie. |
JPH05112440A (ja) * | 1991-08-09 | 1993-05-07 | Sayuri Takemoto | 消臭用塗布剤 |
FR2683453B1 (fr) * | 1991-11-07 | 1994-04-08 | Saint Laurent Parfums Yves | Emulsion cosmetique translucide eau dans silicone, enrichie en principes actifs. |
DE4206732A1 (de) * | 1992-03-04 | 1993-09-09 | Goldschmidt Ag Th | Fluessige, lagerstabile, multiple emulsion des typs o/w/o |
DE4343833A1 (de) * | 1993-12-22 | 1995-06-29 | Beiersdorf Ag | W/O/W-Emulsionen |
EP0782882B1 (en) * | 1995-07-12 | 2002-12-04 | Shiseido Company Limited | Oil-in-alcohol emulsion composition |
US5916543A (en) * | 1996-12-18 | 1999-06-29 | Schering-Plough Healthcare Products, Inc. | Emulsions having minimal rub-in times |
EP0970741B1 (en) * | 1997-07-17 | 2008-05-14 | Shiseido Company Limited | O/w/o type multiphase emulsion |
ES2242661T3 (es) | 2000-02-19 | 2005-11-16 | Goldschmidt Gmbh | Emulsiones de aceite en agua cosmeticas y farmaceuticas de polisiloxanos modificados con poliesteres. |
US20030040571A1 (en) * | 2001-07-30 | 2003-02-27 | Feng Qian Jane | Clear silicone microemulsions formed spontaneously |
DE10234883A1 (de) * | 2002-07-31 | 2004-02-19 | Beiersdorf Ag | Kosmetische und/oder dermatologische Zubereitung |
DE10234885B4 (de) * | 2002-07-31 | 2005-03-10 | Beiersdorf Ag | Kosmetische und/oder dermatologische Silikon-in Wasser-Emulsionen und transparentes Packmittel enthaltend diese Sonnenschutzzubereitungen |
TW200413018A (en) * | 2002-12-26 | 2004-08-01 | Shiseido Co Ltd | Oil-in-water type emulsified cosmetic |
JP2012072085A (ja) * | 2010-09-29 | 2012-04-12 | Shiseido Co Ltd | 水中油型乳化化粧料 |
JP6730241B2 (ja) * | 2017-10-04 | 2020-07-29 | 花王株式会社 | スキンケア方法 |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL95962C (sv) * | 1955-07-08 | |||
US3641239A (en) * | 1968-11-06 | 1972-02-08 | Dow Corning | Cosmetic wax composition |
US3655865A (en) * | 1970-06-08 | 1972-04-11 | Colgate Palmolive Co | Homogeneous water-based aerosol systems |
JPS5729213B2 (sv) * | 1974-11-12 | 1982-06-21 | ||
GB1560401A (en) * | 1976-01-28 | 1980-02-06 | Unilever Ltd | Skin treatment composition |
US4122029A (en) * | 1977-07-27 | 1978-10-24 | Dow Corning Corporation | Emulsion compositions comprising a siloxane-oxyalkylene copolymer and an organic surfactant |
US4268499A (en) * | 1979-06-07 | 1981-05-19 | Dow Corning Corporation | Antiperspirant emulsion compositions |
US4423041A (en) * | 1979-06-25 | 1983-12-27 | Johnson & Johnson Products, Inc. | Detackifying compositions |
JPS5622712A (en) * | 1979-07-31 | 1981-03-03 | Shin Etsu Chem Co Ltd | Hair cosmetic |
US4311695A (en) * | 1979-12-03 | 1982-01-19 | Dow Corning Corporation | Personal-care emulsions comprising a siloxane-oxyalkylene copolymer |
IT1141094B (it) * | 1979-12-03 | 1986-10-01 | Gen Electric | Emulsioni di siliconi volantili e acqua e loro metodo di preparazione ed uso |
JPS5686113A (en) * | 1979-12-07 | 1981-07-13 | Lion Corp | Hair lotion |
JPS57130910A (en) * | 1981-02-05 | 1982-08-13 | Kao Corp | Hair treatment agent |
US4421769A (en) * | 1981-09-29 | 1983-12-20 | The Procter & Gamble Company | Skin conditioning composition |
GB8322317D0 (en) * | 1983-08-18 | 1983-09-21 | Dow Corning Ltd | Organosilicon compounds |
-
1984
- 1984-03-16 JP JP59050547A patent/JPS60197610A/ja active Granted
-
1985
- 1985-02-14 US US06/701,518 patent/US4675179A/en not_active Expired - Fee Related
- 1985-02-15 EP EP85101708A patent/EP0154837B1/en not_active Expired - Lifetime
- 1985-02-15 DE DE8585101708A patent/DE3586436D1/de not_active Expired - Fee Related
- 1985-02-15 DE DE85101708T patent/DE3586436T4/de not_active Expired - Lifetime
- 1985-03-07 ES ES541053A patent/ES8705220A1/es not_active Expired
- 1985-03-12 PH PH31976A patent/PH21380A/en unknown
- 1985-03-15 MX MX204631A patent/MX161337A/es unknown
- 1985-03-15 KR KR1019850001664A patent/KR910003553B1/ko not_active IP Right Cessation
-
1987
- 1987-03-23 MY MYPI87000364A patent/MY100353A/en unknown
-
1993
- 1993-10-14 HK HK1091/93A patent/HK109193A/xx not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
HK109193A (en) | 1993-10-22 |
MY100353A (en) | 1990-08-28 |
DE3586436T4 (de) | 1993-10-07 |
JPS625881B2 (sv) | 1987-02-07 |
ES541053A0 (es) | 1987-05-01 |
ES8705220A1 (es) | 1987-05-01 |
JPS60197610A (ja) | 1985-10-07 |
EP0154837A3 (en) | 1987-05-06 |
EP0154837A2 (en) | 1985-09-18 |
DE3586436D1 (de) | 1992-09-10 |
US4675179A (en) | 1987-06-23 |
DE3586436T2 (de) | 1993-02-11 |
KR910003553B1 (ko) | 1991-06-05 |
KR850006321A (ko) | 1985-10-05 |
MX161337A (es) | 1990-09-10 |
PH21380A (en) | 1987-10-15 |
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